Cellulosic composition of matter containing cyclohexanol



Jan. 12, 1932. s. J. CARROLL CELLULOSIQ GQMPOSITIQN 0F MATTER CONTAINING CYCLOHEXANOL Filed Sept. 23. 1929 0 ebo FR xkkincam ru. 9582.255 win m PLAsTccIZER.

Patented Jan. 12, l '7 STEWART, CLARE-0.15:, Boon-ESTE NEW, 10-31:; AssIGNoit To nhsiirman kopax GOMPANY, OEROCHESTER, Yong, JVALJQQRPQRATICN or ,imwjonx. V

cELLULosIc causewa or *mh'mm a coirrmmoi 'circiioirrixhnot This invention relates to compositions of i p-lasticfarts,-: such asin the manufacture of y 7 i matter in whichicellu'lose" acetate is combined or miXed with othersubstances,- such as a compatible plasticizer, and a'comm'orr solvent for both, with or without other-useful: addition? agents, s01 that the resulting productwillfihave properties suchas will makezthei composition highly advantageous for. I use in the plastic and analogous arts, su'cih, for :in5:;

1=0 fiance,; a the manufacturero w app Qos'sessthe desired properties of ia l supportf 2 for sensitive photographic coatings-. other" object 0t myi nvention is? toproducer-a" storage or use; Other and further objects will hereinafter beepme apparenttothose sheets, photographic filmy, artificial-I silk,

varnishes o'r lacquers', and the like, i v

@ne object oft-his invention is to produce" M a composition oi? matter which maybem'ade',

ffi into permanently transparent, E strong and; flexible sheets or filmsj'ofjdesired' thinness Whichare substantially waterproof, are' unafiect'ed b y ordinary photographic fluids and composition Wliich 'is capable ofeasy and com veni'ent a manipulation in 'the plastic and anjured by, the substances or'surfaces 'With skilled in the artjto which this invention per tains;

ing a ents as c'am hor, triphenyl phosphate,

mon'ochlornaphthalene or' the, like? Certain of these" and other addition agents" are also addedfor'the purpose of reducing the infi'ani- Inability ofthe prod'uct. I Plastic inducing agents, such as the higher alcohols and their esters, are sometimes also added; Similarly addition compounds of various kinds have.

been employed to increase'fleXibi'lity, trans- It is particularly -,co'mpatible While cellulose acetate hasbeen known tor decades it has also'been known that'to utilize it in the Various" plastic arts it 'is' necessary to therewitli'suchplasticizing or ondition:

kpplieationifiled September 23, 1929. 's 'eria l n? semi-r.-

lose'acetateto'prepare it forrusewin other; i V

lacquers; varnishes,; artificial si-lk -filaments,

plasticizers or: other? addition agents-heretoart,ithe increasing useg to Which-l. Cell'lllpSQ' acetate hasbeen put arid the inc'reasing num-a I ber of. desirable: properties required of cel-1 lul'ose acetate for most purposesf has made-the siderablei'mportanceto the'art; lhavediscoveredthat Valuable properties maybe: inducedfin and/or Icontributed to compositions! containing cellulose, acetate-byadding thereto the plastici'zi-ngvcompound' ey m V a m discovery of new" and economical"plasticizersft or other addition agents ama'tte'r 20f c'on-v '1. i

1 cloh exanolin! the presenceof a solvent, ,such f as acetone, which willsdi'ssolye'bothathe cellu i lose acetate:- and plasticizem Thisfplasti'ci'zer acetate inthe; percentageshereinafter given.

It i'sn'otan expensive compound and notparti'cularly difiicult to produce, orobtainupon;

the openma'r ket'." The particularly useful properties which it induces inor contributes,

to a cellulosic composition containing it-"areiQ p I l 4 orderthat those skilled inthis art may, V

hereinafit'er enumerated.

better understand my invention, 1 7 would state, by Way of illustration, that for the manufacture of photographic nfilm or other sheets my-inew composition of'matter' may be compounded'as follows l00'parts of acetonesoluble cellulose acetate,i-. e. cellulose acetate to is a liquid at the higher:atmospheric-tern: a peratures and has the, structural formula of I with cellulose! containing from 36-%to42% acetyl'rad-ical,

approximately, is dissolved with stirring-at atmospheric temperature in 300 to 5Q0pa'rts, preferably 400 parts, by Weight, ofiaceton'e.

Tothis' solution may beadded from 10 to 30 parts by weightfof cyclqhexanol, it being,

found preferably to "employzapproximately 20't'o"-30 partsthereof; Withinthe limits??? 7 creased or increased, depending upon whether it is desired to have a more or less freely flowing composition, respectively. v

A'composition of matter prepared as above described may be deposited upon any suitable film forming surface to form a film or sheet,

as is well known to those skilled'in the art.

' A film so produced has permanently brilliant transparency and low inflammability, burning no more readily-than ordinary newsprint. Suchfilm is very tough and flexible as shown by the fact that it will withstand many folds upon a inodified Schopper toldtester (commonly used for sucli urposes) without breaking and that even a ter being 7 subjected for 191 days to air maintained at a temperature of C. the film still maintain's flexibility, demonstrating that the film will withstand ordinary usage satisfactorily for many years, whereas a film formed from' a mere solution of cellulose acetate in acetone or other similar solvent is brittle and fragile after being subjected to the same treatment for as little as thirty days or even a lesser time- Thesum. total of the above advantageous properties of a product pro 'duced from my newcomposition is considerably in excessof that of products produced with what have previously been regarded as the better plasticizers.

Other similar solvents (instead of acetone) which are compatible with the cellulose acetate and my new plasticizer may also occur to those skilled in this art. In like manner this plasticizer may be compounded with as cellulose propionate, butyrate and the like,

or with mixed organic and/or inorganic esters,such as cellulose aceto-stearate, acetomalate, orc'ellulose nitro-acetate, or with the cellulose ethers, a suitable solvent which will dissolve both the cellulosic derivative and the plasticizer being employed.

The accompanying drawing, forming a part of this application, clearly illustrates the particular advantages of employing my novel plasticizer in the-plastic arts. In this drawing there are plotted lines or curves graphically depicting the properties of film produced from a composition containing cellulose acetate and this plasticizer. On the horizontal axis is indicated the various percentages of my plasticizer that may be employ-ed with the cellulosic acetate, this percentage being given in parts added to the cellulose acetate rather than parts of the composition; for instance,,30 parts plasticizer added to 100 parts cellulose acetate is denoted as 30% plasticizer added. On the vertical axis at (a), on the left, is indicated in percentage over the check sample the initial flexibility of a film which hasbeen formed as described from my novel composition and which has been subjected to air at 50 C. for 24 hours to free it of solvent; at (b) on the right is indicated the length of'time in days that the film will maintain flexibility when subjected to air ,kept at a temperature of 65 C. The curve (A) depicts initialflexibility of the film and the curve (B) depicts the ability of the film to maintain flexibility all with various percentages ofmy novel plasticizer and all as compared. to the respective properties of a film produced from a solution of cellulose acetatein acetone and a hypothetical inert material substitutedfor the plasticizer as denoted by curve (D) indicating unity of 100% andBO days for (a) and (b). It will thus be noted that my novel plasticizer has the faculty of. giving, to a product produced,

therefrom, Very good initial flexibility and a low combustion rate, and that the product maintains its flexibility quite well. The preferred percentage of my plasticizer which it is desirable to employ to contribute any particular property to the final product will be obvious from aninspection of this drawing;

the-best percentage to employ will depend upon which property it is desired to feature most in the final product.v

' Inasmuch as'my above described compoe sition of matter is quite useful in the production of films and sheets it will be apparent that mynew plasticizer may also be employed withadvantage in the other branches'of the plastic art. For instance, my above described composition of matter may be employedjin the manufacture of artificial silkby the dry spinning method. With the propercoagulating bath it may also be employed for wet spinning. It may be desired to em ploy a composition of different viscosity or evaporation characteristics but this is a mere matter of changing the solvent proportion or adding evaporation retardants such. as triacetin or: other high orintermediate boiling constituents, as has been well known in the art for more than a decade. My novel plasticizer may also be employed with advantage in connection with a number of the known 

